反応 #42672

反応方程式

tert-butyl [(3R,6S)-6-(2,3-difluorophenyl)-2-thioxoazepan-3-yl]carbamate

1-aminobutan-2-ol

→

title compound

収率 108.5%

tert-Butyl {(3R,6S)-6-(2,3-difluorophenyl)-2-[(2-hydroxybutyl)imino]azepan-3-yl}carbamate

収率 108.5%

溶媒

ethanol

反応条件

後処理

1. 1
   ろ過The mixture was filtered
2. 2
   濃縮concentrated
3. 3
   workup.ADDITIONSaturated aqueous sodium carbonate was added
4. 4
   抽出the mixture was extracted with dichloromethane (3×)
5. 5
   乾燥The combined organic extracts were dried over sodium sulfate
6. 6
   ろ過filtered
7. 7
   濃縮concentrated

実験手順

Mercury(II) chloride (174 mg, 0.640 mmol) was added to a solution of tert-butyl [(3R,6S)-6-(2,3-difluorophenyl)-2-thioxoazepan-3-yl]carbamate (190 mg, 0.533 mmol) and 1-aminobutan-2-ol (152 μL, 1.60 mmol) in ethanol (5 mL) at 55° C. After 30 min, the reaction was allowed to cool to ambient temperature. The mixture was filtered and concentrated. Saturated aqueous sodium carbonate was added and the mixture was extracted with dichloromethane (3×). The combined organic extracts were dried over sodium sulfate, filtered, and concentrated to give the title compound (238 mg). MS 412.2 (M+1).

出典